Analysis of the Inner Crystal Chiral Discrimination for the Series of Aryl Glycerol Ethers Based on Changes in the Standard Free Energies of Dissolution and Melting

Changes in the standard free energies of dissolution \(\Delta G_{sol{{n}^{S}}}^{293}\) and melting \(\Delta G_{f}^{293}\) are calculated for the compounds of a series of chiral aryl glycerol ethers with a substituent in the aromatic ring Alk–C₆H₄–OCH₂CH(OH)CH₂(OH) (Alk = ortho-Me (1) and meta-Me (2), ortho-Et (3), ortho-n-Pr (4), and ortho-iso-Pr (5)) based on their solubility in cyclohexane and thermochemical melting parameters. These parameters are shown to be successfully used to compare energy characteristics of the crystal structures. This allows us to quantify chiral discrimination effects in the crystals of compounds 1–5 and analyze the trends of its change when the molecular structure is systematically varied.